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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1830445Generated: October 31, 2026

Triethylamine → HCID 22054125, compound

https://huagongshe.com/reaction/1830445

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Chloro-3-pyridylamineHCID 80528—
Reactant1H-Imidazolium, 2-chloro-4,5-dihydro-1,3-dimethyl-, chlorideHCID 10986715—
ReactantHCID 22054145HCID 22054145—
SolventDichloromethaneHCID 6344—
ProductHCID 22054125HCID 2205412545.1%

Reaction Steps

3-Amino-2-chloropyridine (0.141 g, 1.096 mmol), triethylamine (0.111 g, 1.096 mmol) and 2-chloro-1,3-dimethylimidazolinium chloride (0.185 g, 1.096 mmol) were added to a methylene chloride solution (100 ml) of 5-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)methyl-2-acetoxybenzoic acid (0.250 g, 0.730 mmol) and the resulting solution was stirred at room temperature for 12 hours. The reaction solution was poured into ice water and then extracted with methylene chloride. The extract was washed with water and then dried, and the solvent was removed by distillation. The obtained residue was purified by preparative thin-layer chromatography (chloroform:methanol=10:1) and then recrystallized from a mixed solvent of ethyl acetate and hexane (2:1) to obtain the titled compound (0.149 g, 0.329 mmol, 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07064124B2
Source datasetuspto-grants-2006_06
ORD IDord-e1b0aad9904949f6bd583b5af030d86d
Source noteuspto-grants-2006_06